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Isopropyltriphenylphosphonium iodide, 98+%

Chemical Properties

Formula

(CH3)2CHP(C6H5)3I

Formula Weight

432.29

Melting point

195-198°

Sensitivity

Light Sensitive & Hygroscopic

Solubility

Solubility in methanol, very faint turbidity.

Applications

Useful precursor of isopropylidene unit by Wittig reaction with aldehydes. It is also used in tandem cyclopropanation and Wittig olefination in a synthesis of chrysanthemic acid. Also employed in Wittig and cyclopropanation reactions. It is used as a reactant for total synthesis of heliananes, in the preparation of highly substituted benzene derivatives, synthesis of curcuphenol and elvirol analogs via a retro-aldol reaction as fungicidal agents, 4-substituted methoxylbenzoyl-aryl-thiazoles analogues as potent and orally bioavailable anticancer agents.

Notes

Light sensitive and hygroscopic. Store away from oxidizing agents and light. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.

The derived phosphorane can also add to activated double bonds to give gem-dimethyl cyclopropanes: Tetrahedron Lett., 3781 (1972). For use of tandem cyclopropanation and Wittig olefination in a synthesis of chrysanthemic acid, see: Tetrahedron Lett., 3911 (1976):

GHS Hazard and Precautionary Statements

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.